CHEBI:67557 - 7-epi-zeaenol

ChEBI IDCHEBI:67557
ChEBI Name7-epi-zeaenol
Stars
ASCII Name7-epi-zeaenol
DefinitionA macrolide that is a C-7 epimer of zeaenol. Isolated from Fungi, it exhibits inhibitory activity against NF-κB.
Last Modified19 July 2013
DownloadsMolfile
FormulaC19H24O7
Net Charge0
Average Mass364.394
Monoisotopic Mass364.15220
SMILESCOc1cc(O)c2c(c1)/C=C/C[C@H](O)[C@H](O)[C@H](O)/C=C/C[C@H](C)OC2=O
InChIInChI=1S/C19H24O7/c1-11-5-3-7-14(20)18(23)15(21)8-4-6-12-9-13(25-2)10-16(22)17(12)19(24)26-11/h3-4,6-7,9-11,14-15,18,20-23H,5,8H2,1-2H3/b6-4+,7-3+/t11-,14+,15-,18+/m0/s1
InChIKeyBPOLRDGTYHVUAY-OURSJTMWSA-N
Species of MetaboliteComponentSourceComments
Fungi- PubMed (21513293) MeOH-CHCl3(1:1) extract of Mycosynthetix fungus isolated from leaflitter Strain: MSX 63935
Roles Classification
Biological Roles:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
NF-kappaB inhibitor  An inhibitor of NF-κB (nuclear factor κ-light-chain-enhancer of activated B cells), a protein complex involved in the transcription of DNA.
ChEBI Ontology
Outgoing Relation(s)
7-epi-zeaenol (CHEBI:67557) has role metabolite (CHEBI:25212)
7-epi-zeaenol (CHEBI:67557) has role NF-κB inhibitor (CHEBI:73240)
7-epi-zeaenol (CHEBI:67557) is a aromatic ether (CHEBI:35618)
7-epi-zeaenol (CHEBI:67557) is a macrolide (CHEBI:25106)
7-epi-zeaenol (CHEBI:67557) is a phenols (CHEBI:33853)
7-epi-zeaenol (CHEBI:67557) is a secondary alcohol (CHEBI:35681)
IUPAC Name 
(3S,5E,7R,8S,9S,11E)-7,8,9,16-tetrahydroxy-14-methoxy-3-methyl-3,4,7,8,9,10-hexahydro-1H-2-benzoxacyclotetradecin-1-one
Synonyms  Source
(2E,5S,6S,7R,8E,11S)-5,6,7,15-tetrahydroxy-17-methoxy-11-methyl-12-oxabicyclo[12.4.0]octadeca-1(14),2,8,15,17-pentaen-13-oneChEBI
paecilomycin FChEBI
Registry NumbersSources
Reaxys:21523298Reaxys
Citations